Water → Benzeneacetic acid, 4-(1-methylethoxy)-

HRID 1852088

反応式

HRID 1852088 の反応式
[CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([O:14]C)=[O:13])=[CH:7][CH:6]=1)([CH3:3])[CH3:2].[OH-].[Na+].O>CO>[CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([OH:14])=[O:13])=[CH:7][CH:6]=1)([CH3:3])[CH3:2]

参加物

5

反応物 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 525538Methyl 2-(4-isopropoxyphenyl)acetate

生成物 1

HCID 799528Benzeneacetic acid, 4-(1-methylethoxy)-収率 95.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Methyl 2-(4-isopropoxyphenyl)acetate (10 g, 48.0 mmol), and NaOH (5.76 g, 144 mmol) were heated in methanol (50 mL)/Water (50 mL) solution at reflux for 2 h. Most of the MeOH was removed under vacuum and the remaining aqueous solution was acidified with 1 N HCl. The solid that precipitated from the solution was extracted into EtOAc solution. The organic layer was collected, dried over sodium sulfate, and concentrated under vacuum to give 2-(4-isopropoxyphenyl)acetic acid (8.9 g, 95% yield). 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.22-7.16 (m, 2H), 6.88-6.83 (m, 2H), 4.53 (spt, J=6.1 Hz, 1H), 3.59 (s, 2H), 1.34 (d, J=6.0 Hz, 6H).

後処理

  1. temperatureat reflux for 2 h
  2. customMost of the MeOH was removed under vacuum
  3. customThe solid that precipitated from the solution
  4. extractionwas extracted into EtOAc solution
  5. customThe organic layer was collected
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-81b10d2244da4c8487a73cc896ebca91
出典データセット
uspto-grants-2015_02
特許番号
US08957203B2

関連ノート

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